
House vacation rentals in Kissimmee
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Top-rated house rentals in Kissimmee
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Kissimmee house rentals
House rentals with a pool

2025 NEW 04BDR/Solara Resort /Near Disney

Serene 4BR Pool Home Near Disney

5Bd/ 4 Ba Private Pool! Storey Lake (2533 RT)

Dream Vacation w/Avengers, Star Wars, & Mario Kart

Luxury Home w/ Pool & 6 Beds near Disney

Adult Luxury - Magic for Families!

Entire Private Vacation Pool Home Near Disney

Beautiful Home with Jacuzzi/Pool and Game Room
Weekly house rentals

Boggy Creek Manor – A Cozy Orlando Farm Retreat

Private Ranch Style Home on Lake

Tranquil Haven, Near Disney

Your Dream Vacation—Disney Magic Brought to You!

X-Magnificent 9BR-Sleeps 23-w/Pool 5mile to Disney

Luxury 4BD 3BA Free Heated Pool Villa/Big Backyard

Once Upon A DreamStay: *Luxury *Lakeview *Disney

Theme Parks & Golf Paradise
Private house rentals

Beautiful Home w/ 3 En Suites & Breathtaking View

Cozy Pool & Spa Home near Disney

Cozy Spacious Pool Home Oasis - Pride of Ownership

Manor on Knottingham Near Disney

Mickey’s Lakeside Villa w/ pool near Disney!

FREE Pool Heat - Gorgeous 4 Bed Disney Home

Cozy Home close to Disney with a Heated pool!

Family & Pet Friendly near Disney & Legoland. Pool
Quick stats about house rentals in Kissimmee
Total rentals
3.5K properties
Total number of reviews
95K reviews
Family-friendly rentals
3K properties are a good fit for families
Pet-friendly rentals
590 properties allow pets
Rentals with a pool
3.2K properties have a pool
Rentals with dedicated workspaces
1.9K properties have a dedicated workspace
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- Saint Johns River Vacation rentals
- Orlando Vacation rentals
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- Miami Beach Vacation rentals
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- Four Corners Vacation rentals
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- Tampa Bay Vacation rentals
- Beachfront rentals Kissimmee
- Rentals with lake access Kissimmee
- Waterfront rentals Kissimmee
- Rentals with an accessible height toilet Kissimmee
- Lakehouse rentals Kissimmee
- Family-friendly rentals Kissimmee
- Rentals with a kayak Kissimmee
- Hotel rentals Kissimmee
- Villa rentals Kissimmee
- Rentals with a hot tub Kissimmee
- Private suite rentals Kissimmee
- Cabin rentals Kissimmee
- Pet-friendly rentals Kissimmee
- Rentals with pools Kissimmee
- Rentals with outdoor seating Kissimmee
- Vacation home rentals Kissimmee
- Condo rentals Kissimmee
- Serviced apartment rentals Kissimmee
- Mansion rentals Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Ski-in/ski-out rentals Kissimmee
- Rentals with an EV charger Kissimmee
- Rentals with a fireplace Kissimmee
- Resort rentals Kissimmee
- Rentals with a fire pit Kissimmee
- Townhouse rentals Kissimmee
- Rentals with beach access Kissimmee
- Apartment rentals Kissimmee
- Fitness-friendly rentals Kissimmee
- Tiny house rentals Kissimmee
- Rentals with a sauna Kissimmee
- Rentals with an accessible height bed Kissimmee
- Rentals with a washer and dryer Kissimmee
- Guesthouse rentals Kissimmee
- Rentals with breakfast Kissimmee
- Cottage rentals Kissimmee
- Rentals with a home theater Kissimmee
- House rentals Osceola County
- House rentals Florida
- House rentals United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- Old Town Kissimmee
- SeaWorld Orlando
- Discovery Cove
- Disney Springs
- Disney's Animal Kingdom Theme Park
- ESPN Wide World of Sports
- Magic Kingdom Park
- Epcot
- Amway Center
- Aquatica
- Island H2O Water Park
- Walt Disney World Resort Golf
- Disney's Hollywood Studios
- ChampionsGate Golf Club
- ICON Park
- Universal CityWalk
- Kissimmee Lakefront Park
- Southern Dunes Golf and Country Club
- Universal's Islands of Adventure
- Crayola Experience